78712-67-1Relevant academic research and scientific papers
Preparation method of Ozagrel sodium
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Paragraph 0033; 0034; 0035; 0036; 0058, (2018/04/02)
The invention discloses a preparation method of Ozagrel sodium. The method comprises the following steps: performing a bromination reaction on ethyl 4-methylcinnamate and N-bromo-succinimide by takingacetonitrile as a solvent under the triggering of azodiisobutyronitrile, so as to obtain ethyl 4-bromomethylcinnamate; performing a condensation cyclization reaction on the ethyl 4-bromomethylcinnamate and imidazole by taking sodium hydroxide as an acid-binding agent and taking tetrahydrofuran as a solvent, so as to obtain imidazole ethyl 4-methylcinnamate; performing alkali hydrolysis on the imidazole ethyl 4-methylcinnamate, so as to obtain the Ozagrel sodium. According to the preparation method, the condensation cyclization reaction is performed by taking the sodium hydroxide as the acid-binding agent and taking the tetrahydrofuran as the solvent, so that the finally obtained product does not contain toxic components, the yield and the purity of the product can be effectively improved,and the content of genotoxic impurities (the ethyl 4-bromomethylcinnamate and ethyl 4-dibromomethylcinnamate) in the product is zero.
Synthesis and biological properties of novel, uracil-containing histone deacetylase inhibitors
Mai, Antonello,Massa, Silvio,Rotili, Dante,Simeoni, Silvia,Ragno, Rino,Botta, Giorgia,Nebbioso, Angela,Miceli, Marco,Altucci, Lucia,Brosch, Gerald
, p. 6046 - 6056 (2007/10/03)
A novel series of compounds containing a uracil moiety as the connection unit between a phenyl/phenylalkyl portion and a N-hydroxy- polymethylenealkanamide or -methylenecinnamylamide group (uracil-based hydroxamic acids, UBHAs) was tested against maize histone deacetylases (HDACs) and mouse HDAC1. Compounds with a phenyl/benzyl ring at the uracil-C6 position and bearing 4-5 carbon units as well as a m- or p-methylenecinnamyl moiety as a spacer were the most potent inhibitors. In cell-based human HDAC1 and HDAC4 assays, the two UBHAs tested inhibited the HDAC1 but not HDAC4 immunoprecipitate activity. When tested in human leukemia U937 cells, some UBHAs produced G1 phase arrest of the cell cycle. Moreover, 1j showed high antiproliferative and dose-dependent granulocytic differentiation properties. The tested UBHAs displayed weak p21WAF1/CIP1 induction in U937 cells, and 1d and 1j showed high histone H3 and α-tubulin acetylation effects.
Sulfone compounds
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, (2008/06/13)
The invention relates to novel sulfone compounds of formula I STR1 wherein R1 is an unsubstituted or substituted phenyl or naphthyl radical, R2 is hydrogen or the radical of the formula STR2 R3 and R4 are --CN o
11,12-Secoprostaglandins. 6. Interphenylene Analogues of Acylhydroxyalkanoic Acids and Related Compounds as Renal Vasodilators
Bicking, John B.,Robb, Charles M.,Cragoe, Edward J.,Blaine, Edward H.,Watson, L. Sherman,Dunlay, Mary C.
, p. 335 - 341 (2007/10/02)
The synthesis is described of a series of interphenylene analogues of the modified 11,12-secoprostaglandins and their sulfonamide isosteres on which we have reported previously.The new compounds are formally derived from members of earlier series by replacement of segments of the methylene chains by phenylene units.Several of these compounds displayed renal vasodilatory activity on iv stat administration to anesthetized dogs. 4-(4-Acetyl-8-hydroxytridecyl)benzoic acid tested additionally in conscious dogs orally caused a significant increase in renal blood flow at 5 mg/kg.
Interphenylene 11,12-secoprostaglandins
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, (2008/06/13)
Novel interphenylene derivatives of 11,12-secoprostaglandins are prepared by the stepwise alkylation of the ethyl ester or the t-butyl ester of acetoacetic acid. One such method involves treatment of the t-butyl ester of acetoacetic acid with a strong base to form the anion followed by treatment with ethyl p-(3-bromopropyl)benzoate to produce ethyl 4-(4-tert-butoxycarbonyl-5-oxo-hexyl)benzoate, subsequently reacting the anion of the thus-formed benzoate with 1-chloro-4-acetoxynonane to produce ethyl 4-(4-acetyl-4-tert-butoxycarbonyl-8-acetoxytridecyl)benzoate followed by decarboxylation and alkaline hydrolysis to produce the desired product 4-(4-acetyl-8-hydroxytridecyl)benzoic acid which is useful as a pharmaceutical in the treatment of patients with renal failure and in the prevention of transplant rejection.
